POLYCYCLIC HYDROXYQUINONES .19. REGIOSPECIFIC SYNTHESIS OF ANTHRACYCLINONES VIA THE DIELS-ALDER REACTION WITH DICHLORONAPHTHAZARINS

被引：20

作者：

ECHAVARREN, A

PRADOS, P

FARINA, F

机构：

[1] CSIC, INST QUIM ORGAN GEN, JUAN CIERVA 3, MADRID, SPAIN

[2] UNIV AUTONOMA MADRID, FAC CIENCIAS, DEPT QUIM ORGAN, MADRID 34, SPAIN

来源：

TETRAHEDRON | 1984年 / 40卷 / 22期

关键词：

D O I：

10.1016/S0040-4020(01)91515-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient route to the daunomycinone precursor 6,11-dihydroxy-4-(2''-hydroxyethoxy)-7-methoxy-9-oxo-7,8,9,10-tetrahydronaphthacene-5,12-dione (1) via a succession of Diels-Alder reactions from 2,7-dichloronaphthazarin is described. In a similar manner, starting from 2,6-dichloronaphthazarin, 6,11-dihydroxy-1-(2''-hydroxyethoxy)-7-methoxy-9-oxo-7,8,9,10-tetrahydronaphthacene-5,12-dione, a regioisomer of 1 is synthesized. This methodology constitutes a regiospecific approach to (.+-.)-daunomycinone and related anthracyclinones.

引用

页码：4561 / 4567

页数：7

共 23 条

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[2]

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